Phenyl isocyanate → N-(2-carbomethoxy-4-pyridyl)-N'-phenylurea

HRID 1277814Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1277814
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([C:17]([O:19][CH3:20])=[O:18])[CH:12]=1>CC(C)=O>[C:17]([C:13]1[CH:12]=[C:11]([NH:10][C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])[CH:16]=[CH:15][N:14]=1)([O:19][CH3:20])=[O:18]

Komponenten

4

Edukt 2

HCID 7672Phenyl isocyanateHCID 3759117Methyl 4-aminopyridine-2-carboxylate

Produkt 1

HCID 23451865N-(2-carbomethoxy-4-pyridyl)-N'-phenylurea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

146 mg of phenyl isocyanate was added to a solution of 186 mg (1.2 mmol) of methyl 4-aminopicolate in 4 ml of dry acetone. The resulting mixture was agitated at room temperature overnight. Solvent was then evaporated off and the residue chromatographed in a conventional manner using silica gel (solvent:CHCl3 :acetone=4:1 volume). Fractions were collected and solvent removed by distillation. The residue was recrystallized from methanol to give the desired product having a melting point of 206°-208° C. (decompd.) in an amount of 261 mg (yiled 78.6%).

Aufarbeitung

  1. customSolvent was then evaporated off
  2. customthe residue chromatographed in a conventional manner
  3. customFractions were collected
  4. customsolvent removed by distillation
  5. customThe residue was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-b5c8d83dff6e4a6aa91c1c523bf70cbd
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04279639

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